title: Mild method for the selective esterification of carboxylic acids based on the Garegg-Samuelsson reaction.
abstract: A mild method for the selective esterification of primary alcohols is described. The use of different phosphines, I(2), and imidazole allows the selective esterification of a wide variety of acids with excellent results. The generation of a bulky phosphonium-carboxylate salt as intermediate could justify the selectivity observed in this process. Additionally, amides also can be synthesized with use of this method.
authors.affiliation: Department of Organic Chemistry, Faculty of Sciences, University of Granada, C. U. Fuentenueva s/n, 18071 Granada, Spain.
authors.forename: Sara P
authors.initials: SP
authors.lastname: Morcillo
authors.forename: Luis
authors.initials: L
authors.lastname: Álvarez de Cienfuegos
authors.forename: Antonio J
authors.initials: AJ
authors.lastname: Mota
authors.forename: José
authors.initials: J
authors.lastname: Justicia
authors.forename: Rafael
authors.initials: R
authors.lastname: Robles
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004951:Esterification; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000438:Alcohols; D002264:Carboxylic Acids; D007093:Imidazoles